EP0068834A3 - Pyrimidinone derivatives and pharmaceutical compositions containing them - Google Patents

Pyrimidinone derivatives and pharmaceutical compositions containing them Download PDF

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Publication number
EP0068834A3
EP0068834A3 EP82303311A EP82303311A EP0068834A3 EP 0068834 A3 EP0068834 A3 EP 0068834A3 EP 82303311 A EP82303311 A EP 82303311A EP 82303311 A EP82303311 A EP 82303311A EP 0068834 A3 EP0068834 A3 EP 0068834A3
Authority
EP
European Patent Office
Prior art keywords
pyridyl
sub
oxo
sup
dimethyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP82303311A
Other versions
EP0068834A2 (en
EP0068834B1 (en
Inventor
George Sidney Sach
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Smith Kline and French Laboratories Ltd
Original Assignee
Smith Kline and French Laboratories Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Smith Kline and French Laboratories Ltd filed Critical Smith Kline and French Laboratories Ltd
Priority to AT82303311T priority Critical patent/ATE21900T1/en
Publication of EP0068834A2 publication Critical patent/EP0068834A2/en
Publication of EP0068834A3 publication Critical patent/EP0068834A3/en
Application granted granted Critical
Publication of EP0068834B1 publication Critical patent/EP0068834B1/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/73—Unsubstituted amino or imino radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/04—Drugs for disorders of the respiratory system for throat disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/08—Bronchodilators
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/16—Otologicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/61—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/65—One oxygen atom attached in position 3 or 5
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Pulmonology (AREA)
  • Immunology (AREA)
  • Otolaryngology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Diaphragms For Electromechanical Transducers (AREA)
  • Treating Waste Gases (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Luminescent Compositions (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Compounds Of Unknown Constitution (AREA)
  • Steroid Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

The present invention provides compounds of formula (2):and their pharmaceutically acceptable salts which are useful as histamine H<sub>1</sub>-antagonists. In formula (2) R' is halogen or nitro; R' is C<sub>1-4</sub> alkyl: R<sup>3</sup> is a C<sub>1-3</sub> alkylene group; and R<sup>4</sup> is 3-pyridyl; N-oxo-3-pyridyl; 6-methyl-3-pyridyl; N-oxo-6-methyl-3-pyridyl; 6-hydroxymethyl-3-pyridyl; 4,6-dimethyl-3-pyridyl; N-oxo-4.6-dimethyl-3-pyridyl; 6-hydroxymethyl-4-methyl-3-pyridyl; 5,6-dimethyl-3-pyridyl; N-oxo-5,6-dimethyl-3-pyridyl; 6-hydroxymethyl-5-methyl-3-pyridyl; 4-pyridyl or N-oxo-4-pyridyl.
EP82303311A 1981-06-27 1982-06-25 Pyrimidinone derivatives and pharmaceutical compositions containing them Expired EP0068834B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT82303311T ATE21900T1 (en) 1981-06-27 1982-06-25 PYRIMIDINONE DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB8119906 1981-06-27
GB8119906 1981-06-27

Publications (3)

Publication Number Publication Date
EP0068834A2 EP0068834A2 (en) 1983-01-05
EP0068834A3 true EP0068834A3 (en) 1983-04-06
EP0068834B1 EP0068834B1 (en) 1986-09-03

Family

ID=10522859

Family Applications (2)

Application Number Title Priority Date Filing Date
EP82303310A Expired EP0068833B1 (en) 1981-06-27 1982-06-25 Pyrimidinone derivatives and pharmaceutical compositions containing them
EP82303311A Expired EP0068834B1 (en) 1981-06-27 1982-06-25 Pyrimidinone derivatives and pharmaceutical compositions containing them

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP82303310A Expired EP0068833B1 (en) 1981-06-27 1982-06-25 Pyrimidinone derivatives and pharmaceutical compositions containing them

Country Status (27)

Country Link
US (4) US4444772A (en)
EP (2) EP0068833B1 (en)
JP (4) JPS588080A (en)
KR (1) KR880001475B1 (en)
AT (2) ATE21900T1 (en)
AU (2) AU8535282A (en)
BG (1) BG38163A3 (en)
CS (1) CS241036B2 (en)
DD (1) DD202291A5 (en)
DE (2) DE3273019D1 (en)
DK (2) DK287082A (en)
ES (1) ES8305755A1 (en)
FI (1) FI822281L (en)
GR (2) GR74925B (en)
HU (1) HU190396B (en)
IE (1) IE53348B1 (en)
IL (1) IL66125A (en)
JO (1) JO1185B1 (en)
NO (1) NO822120L (en)
NZ (1) NZ201077A (en)
PH (1) PH19680A (en)
PL (3) PL138524B1 (en)
PT (1) PT75074B (en)
SU (1) SU1232145A3 (en)
YU (1) YU138982A (en)
ZA (2) ZA824537B (en)
ZW (1) ZW13082A1 (en)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IN151188B (en) * 1978-02-13 1983-03-05 Smith Kline French Lab
US4808589A (en) * 1982-02-20 1989-02-28 Smith Kline & French Laboratories Limited Pyrimidone derivatives
ATE33832T1 (en) * 1982-03-25 1988-05-15 Smith Kline French Lab PROCESS FOR THE PREPARATION OF 3,5DISUBSTITUTED 2-PYRIDYLALKYLAMINES.
GR78463B (en) * 1982-03-25 1984-09-27 Smith Kline French Lab
PT77287B (en) * 1982-10-01 1986-02-04 Smith Kline French Lab Compound
GB8319874D0 (en) * 1983-07-23 1983-08-24 Smith Kline French Lab Compounds
CA1286297C (en) * 1985-06-13 1991-07-16 George S. Sach Pyridine derivatives
GB8601816D0 (en) * 1986-01-25 1986-02-26 Smith Kline French Lab Pyridine derivatives
GB8610867D0 (en) * 1986-05-02 1986-06-11 Smith Kline French Lab 3-hydroxypyridines
JP2679977B2 (en) * 1986-09-19 1997-11-19 株式会社日立製作所 Semiconductor integrated circuit
EP0364584A4 (en) * 1988-04-27 1990-12-05 Kievsky Nauchno-Issledovatelsky Institut Farmakologii I Toxikologii Antidote for organic phosphorus compound poisoning
US5216170A (en) * 1989-01-26 1993-06-01 Bayer Aktiengesellschaft (2-aminopropyl) pyridines useful as intermediates
KR100498005B1 (en) * 2002-07-26 2005-07-01 주식회사 소하드 Functional liquid fertilizer and preparation thereof
CA2510860C (en) * 2002-12-20 2012-10-09 Exxonmobil Chemical Patents Inc. Polymerization process utilizing hydrofluorocarbons as diluents
US7443103B2 (en) * 2005-06-24 2008-10-28 General Electric Company High pressure lamp with lamp flicker suppression and lamp voltage control
JP2011527311A (en) * 2008-07-10 2011-10-27 ノバルティス アーゲー Aminobenzyl-substituted cyclic sulfone derivatives useful as BACE inhibitors

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4154834A (en) * 1975-12-29 1979-05-15 Smith Kline & French Laboratories Limited Substituted isocytosines having histamine H2 -antagonist activity
US4227000A (en) * 1978-04-11 1980-10-07 Smith Kline & French Laboratories Limited Intermediates in the process for making histamine antagonists
EP0017680A1 (en) * 1979-04-11 1980-10-29 Smith Kline & French Laboratories Limited Pyrimidone derivatives, process for preparing them and pharmaceutical compositions containing them

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IN146736B (en) * 1975-10-02 1979-08-25 Smith Kline French Lab
US4216318A (en) * 1975-12-29 1980-08-05 Smith Kline & French Laboratories Limited Heterocyclic alkyl 4-pyrimidones
MW5076A1 (en) * 1975-12-29 1978-02-08 Smith Kline French Lab Pharmacologicalle active compounds
ZA792608B (en) * 1978-05-30 1980-06-25 Smith Kline French Lab Nitro compounds
US4255428A (en) * 1979-03-24 1981-03-10 Smith Kline & French Laboratories Limited 5-(Hydroxypyridylalkyl)-4-pyrimidones
JPS55133379A (en) * 1979-04-05 1980-10-17 Smith Kline French Lab Pyrimidone compound
JPS55145683A (en) * 1979-04-26 1980-11-13 Smith Kline French Lab Pyrimidone derivative

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4154834A (en) * 1975-12-29 1979-05-15 Smith Kline & French Laboratories Limited Substituted isocytosines having histamine H2 -antagonist activity
US4227000A (en) * 1978-04-11 1980-10-07 Smith Kline & French Laboratories Limited Intermediates in the process for making histamine antagonists
EP0017680A1 (en) * 1979-04-11 1980-10-29 Smith Kline & French Laboratories Limited Pyrimidone derivatives, process for preparing them and pharmaceutical compositions containing them

Also Published As

Publication number Publication date
PL137600B1 (en) 1986-07-31
JPH0244812B2 (en) 1990-10-05
PL240628A1 (en) 1983-10-10
JPH0345073B2 (en) 1991-07-09
GR74926B (en) 1984-07-12
ES513469A0 (en) 1983-05-01
GR74925B (en) 1984-07-12
IL66125A (en) 1986-01-31
ATE21900T1 (en) 1986-09-15
PL138524B1 (en) 1986-09-30
IE53348B1 (en) 1988-10-26
PH19680A (en) 1986-06-13
IE821533L (en) 1982-12-27
HU190396B (en) 1986-08-28
DE3273782D1 (en) 1986-11-20
EP0068833A3 (en) 1983-03-30
JO1185B1 (en) 1983-11-30
ATE22891T1 (en) 1986-11-15
FI822281A0 (en) 1982-06-24
BG38163A3 (en) 1985-10-15
JPS588079A (en) 1983-01-18
CS241036B2 (en) 1986-03-13
DE3273019D1 (en) 1986-10-09
US4486434A (en) 1984-12-04
NZ201077A (en) 1985-09-13
PL137627B1 (en) 1986-07-31
PT75074B (en) 1986-02-26
EP0068834A2 (en) 1983-01-05
NO822120L (en) 1982-12-28
ZA824580B (en) 1983-05-25
FI822281L (en) 1982-12-28
JPS61233670A (en) 1986-10-17
SU1232145A3 (en) 1986-05-15
ZA824537B (en) 1983-05-25
CS480082A2 (en) 1985-06-13
YU138982A (en) 1985-03-20
EP0068834B1 (en) 1986-09-03
KR840000533A (en) 1984-02-25
US4535163A (en) 1985-08-13
ZW13082A1 (en) 1982-09-29
JPS588080A (en) 1983-01-18
US4584381A (en) 1986-04-22
PT75074A (en) 1982-07-01
KR880001475B1 (en) 1988-08-13
JPS6328424B2 (en) 1988-06-08
JPS61233616A (en) 1986-10-17
DK286982A (en) 1982-12-28
AU8535282A (en) 1983-01-06
AU8535182A (en) 1983-01-06
EP0068833A2 (en) 1983-01-05
EP0068833B1 (en) 1986-10-15
PL237110A1 (en) 1983-06-20
DD202291A5 (en) 1983-09-07
IL66125A0 (en) 1982-09-30
DK287082A (en) 1982-12-28
ES8305755A1 (en) 1983-05-01
US4444772A (en) 1984-04-24
AU551066B2 (en) 1986-04-17

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